Taiwanin C

Details

• Internal ID: a7f4118c-a390-4aaf-bfec-1aad9a584a9a
• Taxonomy: Lignans, neolignans and related compounds > Arylnaphthalene lignans
• IUPAC Name: 5-(1,3-benzodioxol-5-yl)-8H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one
• SMILES (Canonical): C1C2=C(C(=C3C=C4C(=CC3=C2)OCO4)C5=CC6=C(C=C5)OCO6)C(=O)O1
• SMILES (Isomeric): C1C2=C(C(=C3C=C4C(=CC3=C2)OCO4)C5=CC6=C(C=C5)OCO6)C(=O)O1
• InChI: InChI=1S/C20H12O6/c21-20-19-12(7-22-20)3-11-5-16-17(26-9-25-16)6-13(11)18(19)10-1-2-14-15(4-10)24-8-23-14/h1-6H,7-9H2
• InChI Key: YMGOOHXUOWZQOE-UHFFFAOYSA-N
• Popularity: 30 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₂O₆
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.06338810 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 3.80

Synonyms

• 14944-34-4
• CHEMBL65755
• 6,7-(Epoxymethanoxy)-9-(1,3-benzodioxole-5-yl)-1,3-dihydronaphtho[2,3-c]furan-1-one
• 5-(1,3-benzodioxol-5-yl)-8H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one
• 5-(1,3-benzodioxol-5-yl)furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one
• CHEBI:191411
• DTXSID201318393
• BDBM50280971
• AKOS040763332
• 5-(1,3-benzodioxol-5-yl)-8H-isobenzofuro[5,6-f][1,3]benzodioxol-6-one
• 5-(2H-1,3-benzodioxol-5-yl)-2H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one
• 5-Benzo[1,3]dioxol-5-yl-8H-furo[3'',4'':6,7]naphtho[2,3-d][1,3]dioxol-6-one
• Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(8H)-one, 5-(1,3-benzodioxol-5-yl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	250 nM	IC50	DOI: 10.1016/S0960-894X(01)81016-7

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.47%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.66%	94.45%
CHEMBL240	Q12809	HERG	95.29%	89.76%
CHEMBL230	P35354	Cyclooxygenase-2	94.47%	89.63%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.30%	94.80%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.13%	93.40%
CHEMBL2581	P07339	Cathepsin D	91.77%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.47%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.60%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.71%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.90%	92.62%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.64%	80.96%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.43%	96.12%
CHEMBL2039	P27338	Monoamine oxidase B	86.29%	92.51%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.90%	85.30%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	85.20%	81.29%
CHEMBL3401	O75469	Pregnane X receptor	84.49%	94.73%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.24%	96.00%
CHEMBL5543	Q9Y463	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	83.14%	94.70%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	82.70%	93.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.85%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.23%	99.23%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	80.40%	85.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.17%	89.00%

Plants that contains it

• Cleistanthus collinus
• Cleistanthus patulus
• Phyllanthus acutissimus
• Taiwania cryptomerioides

Cross-Links

• PubChem: 363127
• NPASS: NPC181464
• ChEMBL: CHEMBL65755
• LOTUS: LTS0117175
• wikiData: Q104394975